The Hardest Riddles

Riddle: Hand in hand

What can you hold in your right hand, but never in your left hand?

Take it slow and easy with this one. Perhaps if take a look at your own hands, that might give you a clue based on logic.

Answer: Your left hand.

Riddle: Easy peasy

Which word in the dictionary is always spelled incorrectly?

Hard riddles obsess over wordplay and word games. This one has such an easy answer that it trips you up by getting you to think in a complex way. Some riddles require that. Not this one.

Answer: “Incorrectly”

Riddle: Daddy issues

How can you physically stand behind your father while he is standing behind you?

For this kind of super tricky riddle, you might do best to actually map out the physical relationship in your head—if you can! This riddle works by tricking you into thinking about impossibilities.

Answer: You are standing back-to-back with your father.

Riddle: Number line

How is seven different from the rest of the numbers between one and ten?

The math nerds may start thinking about prime numbers or whether seven is divisible by this or that or if it can be cubed and all that. Avoid thinking about math altogether and think about the literal quality of the words that signify the numbers. Remember that riddles play with the differences between the literal and the conceptual, or the straightforward and the complex. For this riddle, think simple, but pivot to a paradigm separate from numbers.

Answer: Seven has two syllables and the other numbers only have one syllable. 

Riddle: Out to lunch

First you eat me, then you get eaten. What am I?

Hard riddles get you used to thinking about metaphors and concepts. Not this one; keep it simple and literal to get to the solution. But ask yourself who or what the “you” is.

Answer: A fishhook

Riddle: Time bomb

What comes once in a minute, twice in a moment, but never in a thousand years?

Again, riddles like this often have you crunching the numbers and stretching your brain cells thinking all about time and the way it works. By now, you might’ve figured out that number riddles rarely involve math.

Answer: The letter “M.”

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